| Blue Car | Greg Brown | 4:11 | |
| More Pretty Girls Than One | Lyle Lovett | 2:56 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| Fading Memory | Eilen Jewell | 3:43 | |
| Morningside | John Gorka | 3:46 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
| All The Ways I Want You | Bruce Cockburn | 4:18 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Night's Lullaby | Lyle Lovett | 3:25 | |
| Ten Year Night | Lucy Kaplansky | 5:12 | |
| Drunken Lady of the Morning | Michael Martin Murphey, Lyle Lovett | 4:58 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| Different When It Comes To You | Bruce Cockburn | 2:57 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Creeps Like Me | Lyle Lovett | 2:14 | |
| Years | Beth Nielsen Chapman | 4:53 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Willin' | Richard Shindell | 3:15 | |
| Fiona | Lyle Lovett | 4:09 | |
| Pancho & Lefty | Jason Isbell, Elizabeth Cook | 4:53 | |
| A Case of You | k.d. lang | 5:11 | |
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| She Sang Hymns Out of Tune | Don Henley | 3:15 | |
| A Love Song | Loggins & Messina | 3:10 | |
| If I Should Fall Behind | Bruce Springsteen | 2:57 | |
| Fireflies | Lori McKenna | 4:17 | |
| The Way I Should | Iris DeMent | 4:26 | |
| I Can't Wait | Kieran Kane, Kevin Welch, Fats Kaplin | 3:31 | |
| Who Loves You Better | Lyle Lovett | 4:47 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Link Of Chain | Chris Smither | 4:50 | |
| A Horse In The Country | Cowboy Junkies | 3:50 | |
| Bless Your Foolish Heart | Jesse Winchester | 3:09 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| North Dakota | Lyle Lovett | 5:42 | |
| Iām In Asheville | John Hiatt, Jerry Douglas | 3:26 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Jolene | The Little Willies | 4:51 | |
| Further And Further Away | Cheryl Wheeler | 4:56 | |
| Angel From Montgomery | Susan Tedeschi | 5:23 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| Something To Me | Tift Merritt | 4:09 | |
| Bea's Song (River Song Trilogy | Cowboy Junkies | 3:35 | |
| Louisiana 1927 | Aaron Neville | 3:04 | |
| Clap Yo' Hands [Feat. Lyle Lovett] | Michael Feinstein, Lyle Lovett | 3:35 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
| Will I See You In Heaven | The Jayhawks | 3:39 | |